Acid-catalyzed aza-diels-alder reactions for the total synthesis of (±)-lapatin B

被引：27
|
作者：
Leca, Dominique [1 ]
Gaggini, Francesca [1 ]
Cassayre, Jerome [1 ]
Loiseleur, Olivier [1 ]
Pieniazek, Susan N. [1 ]
Luft, Jennifer A. R. [1 ]
Houk, K. N. [1 ]
机构：
[1] SYNGENTA Crop Protect AG, Res Chem, CH-4002 Basel, Switzerland
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2007年 / 72卷 / 11期
关键词：
D O I：
10.1021/jo0705162
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A 5-step total synthesis of microfungal alkaloid (+/-)-lapatin B has been accomplished via a key 2-aza-Diels-Alder reaction. Bronsted acids catalyze the cycloaddition step and provide improved exo selectivity. This synthetic route has been applied to the construction of related spiro-quinazoline structures.
引用
收藏
页码：4284 / 4287
页数：4
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